Holiday rentals in Lake Osakis

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Top-rated holiday rentals in Lake Osakis

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Holiday home in Alexandria
4.99 out of 5 average rating, 123 reviews

Lake home with great views in Alexandria

Lake Henry is the hidden gem of Alexandria. This lower traffic lake is perfect for swimming or boating and it has some of the best Walleye fishing in the area. Located in the heart of Alexandria this house is minutes from everything while still having a country feel- you will not find more stunning views. The stylish interior has a fully equipped kitchen, washer/dryer, multiple TVs, and fast Wifi. The exterior has a beautiful 3-season porch and deck that faces the lake along with a fire pit.

Guest favourite
An A-frame cabin is framed by tall trees, featuring a black metal exterior. A circular patio is surrounded by wooden posts and includes a fire pit, outdoor seating, and a propane grill. Snow covers the ground, indicating a peaceful winter setting.
Tiny home in Brainerd
4.94 out of 5 average rating, 93 reviews

A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion

✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point

Guest favourite
A view of the cozy cottage exterior is presented, featuring gray shingle siding and large windows. A covered grill sits on a wooden deck, surrounded by green grass and decorative plants. Evening lights add a gentle glow to the serene outdoor space.
Cabin in Osakis
5 out of 5 average rating, 15 reviews

The Hurlen Hytte (cabin, in Norwegian)

This cozy, Norwegian inspired cottage is literally steps away from Smith lake and is located between Alexandria and Osakis, Minnesota. The interior features, rustic knotty pine, hardwood floors, stone fireplace and sunlit porch. Step outside to the layered deck, grill, fire pit, log swing and dock. Enjoy our assortment of lake toys, or just sit back, relax and watch the fish jump. Rediscover the charm of simpler times and create lasting memories by booking your stay today! Douglas Co lic#2225

Guest favourite
A serene view of the lake is captured, featuring a dock that extends into calm waters. A pontoon boat is moored nearby. Lush greenery frames the scene, with shaded areas inviting relaxation. The gentle reflection of trees on the water enhances the tranquil atmosphere.
Cabin in Richmond
4.84 out of 5 average rating, 133 reviews

Cozy Cabin in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

Top guest favourite
Cottage in Brainerd
4.98 out of 5 average rating, 420 reviews

Adventure Studio

The Adventure Studio is like stepping into a treehouse that boasts stunning views and a cozy relaxing deck overlooking 200' of shoreline on a great fishing lake. Inside enjoy views from two full walls of windows, a skylight and vaulted ceilings. Well appointed kitchen for a several day stay. A fire pit, pedal boat, paddleboards, wooded acreage, a mile long nature hiking, biking trail and access to other adventures. All on a quiet tree lined road, perfect for peaceful strolls at sunset.

Top guest favourite
Cabin in Long Prairie
4.95 out of 5 average rating, 205 reviews

The Maynard Cabin, a Civil War era log cabin

The Maynard Log Cabin was erected by a homesteader after the civil war. We have moved and restored it and made it available for rent. It is off the grid, but it has a complete functioning kitchen, wood stove and sitting room downstairs. There are two antique beds with new mattresses upstairs. There is no electricity but the cabin is furnished with kerosene lanterns. The bathroom facilities consist of wash basins and outhouse. The cabin is surrounded by 40 acres of woods and meadows.

Top guest favourite
The cabin is nestled among tall, leafy trees in a serene forest setting. A gravel path leads to the entrance, framed by wooden chairs positioned on a porch. Soft sunlight filters through the canopy, illuminating the rustic wooden structure.
Cabin in Long Lake Township
4.98 out of 5 average rating, 115 reviews

Quaint modern cabin set in private woodland

Escape into the forest at the Ursa Minor cabin. Built in 2017, this comfortable and tranquil getaway includes a full kitchen, bathroom with a cedar-lined shower, electric in-floor heat, a wood stove, warm pine siding throughout, and a spacious sleeping loft. A covered porch, fire pit and fully-stocked woodshed are right outside the door. Your stay includes access to more than ten kilometers of trails traversing hundreds of acres of private woodland originating steps from your door.

Superhost
A concrete dock extends into a calm lake, providing access to the water. The dock is lined with poles and features a tire hanging on the side. The clear blue sky reflects on the lake's surface, enhancing the serene environment.
Home in Osakis
4.88 out of 5 average rating, 17 reviews

Spacious Family Lake Retreat: Dock, Game Room, BBQ

Discover the tranquility and comfort in this 4BR 2BA lake getaway. Enjoy easy access to Lake Osakis from the private dock, sit around the fire pit, or spend the day exploring scenic Osakis! Outdoor bliss, warm design, and unparalleled serenity make this retreat perfect for a family vacation! ✔ 4 Comfortable Bedrooms ✔ Relaxing Living Room ✔ Game Room (Foosball, Arcade, Bar) ✔ 2 Full Kitchens ✔ Outdoors (BBQ, Dining, Fire Pit, Dock) ✔ Smart TVs ✔ Wi-Fi ✔ Parking Learn more below!

Guest favourite
A grassy area leads down to Lake Osakis, with calm waters visible under a clear blue sky. A black outdoor seating arrangement with deep blue cushions is positioned on a deck, offering views of the lake and nearby docks.
Cabin in Osakis
4.92 out of 5 average rating, 13 reviews

Rizzy's On the Lake Oland Villa

Oland Villa, named after a small island and province just off the southeast coast of Sweden, is a two-bedroom, one-bath, dog-friendly unit offering a single full bed in one room and twin bunks in the other. The living room has a pullout sofa for additional sleeping space. Kitchens are fully stocked with basic cooking essentials and panoramic views of Lake Osakis. All units have central air and heat, all bedding linens, bath towels plus basic kitchen essentials are provided.

Guest favourite
An open living space features a spiral staircase leading to a loft area, with large windows allowing natural light to fill the room. A cozy gray sofa is positioned next to a unique kitchen area with rustic cabinets and modern appliances, set against a backdrop of wood accents and textured tile flooring.
Cabin in Upsala
4.93 out of 5 average rating, 851 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. A manager lives on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r."

Guest favourite
The A-frame cabin features a striking triangular design with large glass windows, allowing for ample natural light. A spacious covered patio is visible in front, accompanied by a picnic table. Surrounding trees provide a sense of privacy and a connection to nature.
Cabin in Alexandria
4.96 out of 5 average rating, 124 reviews

The Lake Place - A-Frame on Lake Miltona w/ Sauna

The Lake Place is a brand new A-frame cabin built to share our favorite place with you! Make memories in the cozy living room with friends around the electric fireplace, climb the ladder to the 3rd story loft for the view or perfect kid’s hideout, or open the oversized patio doors to visit the lake, just steps from our back door! We just added a brand new sauna for you and guests to use as well! Stay up to date with all the latest on IG @thelakeplacemiltona

Guest favourite
The cabin is nestled on a lush hillside, with a staircase leading down to a wooden dock. The exterior features large glass doors, offering views of Lake Ida, while an umbrella provides shade on the patio area. Surrounding greenery enhances the peaceful setting.
Cabin in Alexandria
4.95 out of 5 average rating, 191 reviews

Haven on Ida - Modern Lakeside Cabin w/Cozy Porch

A private lakefront cabin designed for slow mornings, long dock days, and evenings around the fire. Whether you're here with family, friends, or a quiet getaway, the lake is the main event. Experience pure relaxation at Haven on Ida. The cabin has 2 bedrooms and 1 bathroom. Enjoy mosquito-free nights on the screened-in porch, stunning lake views, kayaking, a large private dock & sandy beach area. Book now for an unforgettable escape! License #2000

Popular amenities for Lake Osakis holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Lake Osakis